(S)-(-)-1-(1-Naphthyl)ethylamine

Base Information

• Chemical Name: (S)-(-)-1-(1-Naphthyl)ethylamine
• CAS No.: 10420-89-0
• Molecular Formula: C12H13N
• Molecular Weight: 171.242
• Hs Code.: 29214990
• DSSTox Substance ID: DTXSID201014549
• Nikkaji Number: J53.227D
• Wikidata: Q76005654
• Mol file: 10420-89-0.mol

Synonyms:(S)-(-)-1-(1-Naphthyl)ethylamine;10420-89-0;(S)-1-(naphthalen-1-yl)ethanamine;(1S)-1-(Naphthalen-1-Yl)Ethan-1-Amine;(1S)-1-naphthalen-1-ylethanamine;(1S)-1-(1-naphthyl)ethanamine;(S)-(-)-(1-Naphthyl)ethylamine;(S)-alpha-Methyl-1-naphthalenemethanamine;(S)-1-(1-Naphthyl)ethylamine;s-(-)-1-(1-Naphthyl)ethylamine;1-Naphthalenemethanamine, alpha-methyl-, (alphaS)-;MFCD00064179;(1S)-(-)-1-(Naphth-1-yl)ethylamine;AI3-26858;1-Naphthalenemethanamine, .alpha.-methyl-, (S)-;(S)-(-)-alpha-(1-Naphthyl)ethylamine;(S)-(-)-.alpha.-(1-Naphthyl)ethylamine;1-Naphthalenemethanamine, .alpha.-methyl-, (.alpha.S)-;SCHEMBL335062;(S)-alpha-naphthyl ethyl amine;(S)-1-(1-Naphthyl)ethanamine;(s)-1-(1-naphthyl)ethyl amine;DTXSID201014549;L-.alpha.-(1-naphthyl)ethylamine;(S)-1-naphthalen-1-yl-ethylamine;CS-B0323;(S)-(?)-1-(1-Naphthyl)ethylamine;AKOS015840615;AC-6138;CS-T-59111;DS-1633;FS-2383;L-.alpha.-(.alpha.-Naphthyl)ethylamine;S-(-)-1-(.alpha.-Naphthyl)ethylamine;BP-12898;(R)-(+)-alpha-(1-Aminoethyl)naphthalene;(S)-(-)-a-Methyl-1-naphthalenemethylamine;(S)-.alpha.-Methyl-1-naphthalenemethanamine;AM20020136;N0482;(S)-(-)-1-(1-Naphthyl)ethylamine, >=99%;EN300-1829590;1-Naphthalenemethanamine, alpha-methyl-, (S)-(-)-;1-Naphthalenemethanamine, alpha-methyl-, (.alpha.S)-;1-Naphthalenemethanamine, .alpha.-methyl-, (S)-(-)-;(S)-(-)-1-(1-Naphthyl)ethylamine, ChiPros(R), produced by BASF, >=98.5% (GC)

Chemical Property of (S)-(-)-1-(1-Naphthyl)ethylamine

Chemical Property:

• Appearance/Colour: Colorless to light yellow liqui
• Vapor Pressure: 0.00214mmHg at 25°C
• Refractive Index: n20/D 1.623(lit.)
• Boiling Point: 289.9 °C at 760 mmHg
• PKA: 9.26±0.40(Predicted)
• Flash Point: 144.3 °C
• PSA: 26.02000
• Density: 1.067
• LogP: 3.55980
• Storage Temp.: 2-8°C
• Sensitive.: Air Sensitive
• Solubility.: Soluble in chloroform, ethanol.
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 171.104799419
• Heavy Atom Count: 13
• Complexity: 167

Purity/Quality:

99% ^*data from raw suppliers

(S)-(-)-1-(1-Naphthyl)ethylamine ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36-37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC(C1=CC=CC2=CC=CC=C21)N
• Isomeric SMILES: C[C@@H](C1=CC=CC2=CC=CC=C21)N
• General Description: (S)-(-)-1-(1-Naphthyl)ethylamine is a chiral amine that exhibits high enantioselectivity in inclusion complexes with a 6-O-tert-butyldimethylsilylated β-cyclodextrin dimer, particularly in cyclohexane, where it shows strong binding preference over its (R)-isomer. This property enables its effective kinetic resolution via enantioselective N-benzoylation, achieving up to 87% enantiomeric excess. Additionally, it can be resolved using hydrogen phthalates of (R)-isopropylidene glycerol, yielding the (S)-enantiomer in high optical purity. Its structural features make it a valuable intermediate in asymmetric synthesis and pharmaceutical applications.

Technology Process of (S)-(-)-1-(1-Naphthyl)ethylamine

There total 64 articles about (S)-(-)-1-(1-Naphthyl)ethylamine which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 47.0%

(RS)-1-(1-naphthyl)ethylamine (42882-31-5) → (S)-1-(1-Naphthyl)ethylamine (10420-89-0) + (R)-1-(1-Naphthyl)ethylamine (3886-70-2)

Guidance literature:

(RS)-1-(1-naphthyl)ethylamine; With (S)-isopropylidene glycerol 3-carboxy-2-naphthoate; In methanol; at 20 ℃;

With sulfuric acid; In ethyl acetate;

DOI:10.1016/S0957-4166(02)00608-0

Reference yield: 42.0%

Ethyl hexanoate (123-66-0) + (RS)-1-(1-naphthyl)ethylamine (42882-31-5) → Hexanoic acid ((R)-1-naphthalen-1-yl-ethyl)-amide + (S)-1-(1-Naphthyl)ethylamine (10420-89-0) + (R)-1-(1-Naphthyl)ethylamine (3886-70-2)

Guidance literature:

With Candida antarctica lipase; In di-isopropyl ether; at 30 ℃; for 120h;

Reference yield: 37.0%

ethyl laurate (106-33-2) + (RS)-1-(1-naphthyl)ethylamine (42882-31-5) → (S)-1-(1-Naphthyl)ethylamine (10420-89-0) + (R)-1-(1-Naphthyl)ethylamine (3886-70-2) + (R)-N-lauroyl-α-(1-naphthyl)ethylamine (74496-21-2)

Guidance literature:

With Candida antarctica lipase; In di-isopropyl ether; at 30 ℃; for 120h;

upstream raw materials:

(RS)-1-(1-naphthyl)ethylamine

methyl 1-naphthyl ketone O-methyloxime

Pyridine-2-sulfonic acid ((S)-1-naphthalen-1-yl-ethyl)-amide

ethyl acetate

Downstream raw materials:

(1S,2'S)-N-<1-(1-naphthyl)ethyl>-2-phenylbutanamide

N-<(S)-1-(1-naphthyl)ethyl>benzoylformamide

N-<(S)-1-(1-Naphthyl)-ethyl>benzeneselenamide

(E)-N-<(S)-(-)-1-(1-naphthyl)ethyl>-2-cyanocinnamide